Synthesis of new α-aminophosphonate derivatives incorporating benzimidazole, theophylline and adenine nucleobases using l-cysteine functionalized magnetic nanoparticles (LCMNP) as magnetic reusable catalyst: evaluation of their anticancer properties

Abstract

A new class of α-aminophosphonate derivatives incorporating benzimidazole, theophylline and adenine nucleobases were synthesized in a three-step process and the anticancer activities of selected ligands were evaluated.

Synthesis of Two Novel Homologous Polyphosphoesters Containing Aminophosphonate Units and Cytotoxicity of Some Low‐Molecular and Polymeric Aminophosphonate Derivatives

“…It was conducted using an excess of the Schiff base and in the presence of a catalytic amount of CdI 2 . e structure of the polyphosphoesters was studied by means of spectral methods: IR, NMR ( 1 H, 13 C, and 31 P), fluorescence, and mass spectra. e average degree of polymerization of the starting polyphosphoester 1 and of the synthesized polyphosphoesters P-12 and P-13 and the ratio between the aminophosphonate and the H-phosphonate units in the products were estimated from their 31 P{ 1 H} NMR spectral data.…”

“…Radiolabelled complexes of aminophosphonate derivatives are used for diagnosis and treatment of tumors in humans and animals [4,9,10]. A number of novel aminophosphonate derivatives bearing heterocycles [11][12][13][14][15], dehydroabietic acid moiety [16], diacerein conjugates [17], and bis-CF 3 group [18] have been synthesized and evaluated for antitumor activity against different human cancer cell lines [11][12][13][14][15][16][17][18]. According to the data reported, many of these compounds show quite promising cytotoxic activity against the corresponding human cancer cell lines used in the biological assays [11,12,[14][15][16][17][18].…”

Recent Synthetic Approaches Towards Biologically Potent Derivatives/Analogues of Theophylline

“…In extension to the strategy of inclusion of nucleosides and carbohydrates in multicomponent reactions, Bahrami et al . in 2016 proposed the synthesis of α‐amino phosphonate derivatives 206 bearing theophylline structure, and to accomplish the desired synthesis, aldehyde molecules 203a,b having theophylline moiety were synthesized. For one pot synthesis of α‐amino phosphonate derivatives, amines, aldehydes, and diethyl phosphonate 205 were made to react together under suitable reaction condition, known as Kabachnik–Fields reaction.…”

l-Cysteine-functionalized magnetic nanoparticles (LCMNP): as a magnetic reusable organocatalyst for one-pot synthesis of 9-(1H-indol-3-yl) xanthen-4-(9H)-ones

“…In the structure of this catalyst, system l-cysteine moieties were chemically grafted to the surface of magnetic nanoparticles, creating efficient amino acid-based catalytic sites to be used in organic reactions. In this study and in continuation of over previous works on magnetic nanoparticle-based catalyst systems [47][48][49][50][51][52][53][54], we would like to show the catalytic applicability of this LCMNP in another MCR for efficient synthesis of a class of xanthene derivatives.…”